Bis(methylcyclopentadienyl)nickel
[CAS# 1293-95-4]

Identification

• Classification: Organic raw materials >> Organometallic compound >> Organic nickel
• Name: Bis(methylcyclopentadienyl)nickel
• Synonyms: 1,1'-Dimethylnickelocene
• Molecular Formula: C₁₂H₁₄Ni
• Molecular Weight: 216.93
• CAS Registry Number: 1293-95-4
• EC Number: 626-143-4
• SMILES: C[C]1[CH][CH][CH][CH]1.C[C]1[CH][CH][CH][CH]1.[Ni]

Properties

• Melting point: 36-38 ºC^*
• Boiling point: 85-90 ºC (1 mmHg)

^* Reynolds, L. T.; Journal of Inorganic and Nuclear Chemistry 1958, V9, P86-92.

Safety Data

• Hazard Symbols: GHS07;GHS08 Warning
• Hazard Statements: H302-H312-H332-H351-H361
• Precautionary Statements: P280

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H302
Acute toxicity	Acute Tox.	4	H312

Discovory and Applicatios

Bis(methylcyclopentadienyl)nickel, often abbreviated as Ni(Cp*)₂, is a notable organometallic compound characterized by its unique bonding and reactivity properties. This compound features a nickel center coordinated to two methylcyclopentadienyl (Cp*) ligands, which are derived from cyclopentadiene with methyl substitutions. The compound's discovery and application reflect its significance in organometallic chemistry and industrial catalysis.

The discovery of Bis(methylcyclopentadienyl)nickel can be traced back to research in the field of organometallic chemistry during the mid-20th century. The development of various metal-cyclopentadienyl complexes was driven by their intriguing electronic properties and potential applications in catalysis. Researchers identified that replacing hydrogen atoms in cyclopentadiene with methyl groups enhanced the stability and solubility of the resulting complexes, leading to the synthesis of compounds like Bis(methylcyclopentadienyl)nickel.

In terms of applications, Bis(methylcyclopentadienyl)nickel plays a significant role in catalysis. Its structure allows it to act as a catalyst in various chemical reactions, including polymerization processes. The compound is particularly valuable in the production of high-performance polymers, such as those used in the manufacture of synthetic rubbers and advanced materials. Its ability to facilitate polymerization with precision and control contributes to the development of materials with specific properties tailored to industrial needs.

Moreover, Bis(methylcyclopentadienyl)nickel has found applications in the field of organic synthesis. Its reactivity and coordination chemistry make it a useful reagent in various synthetic transformations. For instance, it is employed in the synthesis of complex organic molecules through catalytic processes, showcasing its versatility in creating a wide range of chemical products.

In addition to its role in polymerization and organic synthesis, research continues to explore the potential of Bis(methylcyclopentadienyl)nickel in other areas, such as materials science and environmental applications. The compound's unique properties and reactivity hold promise for developing new technologies and advancing scientific knowledge in these fields.

Overall, Bis(methylcyclopentadienyl)nickel represents a significant advancement in organometallic chemistry with diverse applications. Its discovery has paved the way for innovations in catalysis and materials science, highlighting its importance in both academic research and industrial processes.